A grey crew-neck sweater and navy jeans are great menswear staples to have in your casual box. Want to tone it down when it comes to shoes? Throw in a pair of white and navy leather high top sneakers for the day. While it can be a bit of a challenge to look stylish on extra cold days, it's getups like this that prove it's actually possible. Rest assured this combo is something you can totally wear as a 40-something man.